Matthew Lillard

Matthew's goofy grin popped up in many of our favorite '90s movies, including Hackers, SLC Punk, She's All That, and Scream. While he found post-'90s success as the modern-day Shaggy in the Scooby Doo movies, Matthew's star has somewhat dimmed, despite a steady stream of bit roles, like in The Descendants. Despite this, we just wish we could see more of Matthew.